The Messy City Podcast

For a lot of years, I’ve been a bit loathe to dive deep into the land value tax topic. I’m not entirely sure why that is - it might be that the proponents have a sort of religious zeal for it. LVT seems to be a possible cure-all for all that ails our cities and towns, and I suppose it reminds me of the expansive view of New Urbanism in the early years. As my friend John Anderson used to say, New U...

I first came across Chris Arnade with the rollout of his book, “Dignity: Seeking Respect in Back Row America.” It’s a terrific book, and explores community, human struggle and American cities and towns in ways that most books do not. He sort of became “the McDonald’s guy” after that book, but it’s really so much more. Over the last few years, Chris has been writing a Substack called “Chris Arnade...

For most of my career, people in the urban planning, architecture and development world have almost completely avoided the discussion on crime and order in cities. We seem to like to pretend it’s either not important, or we have nothing to say about it beyond CPTED (Crime Prevention through Environmental Design) techniques. In many cases, I just have people hand-wave the issue away, as if it doesn...

You might wonder how a podcast on urban planning, design and development could get interested in the arcane subject of property taxes. Except that, it’s all over the news lately, and its another fundamental issue than actual normies care about. People in my city have left it because of outrageous tax re-assessments. Developers and investors won’t invest in my County because of the same. And, frank...

Returning champion Aaron Lubeck joins me to discuss his exceptional piece called, “ Revisiting Euclid v. Ambler at 100 ,” which he posted on his Substack “On Housing.” Aaron also posts and helps curate “ Southern Urbanism ” - an excellent publication I highly recommend. While a lot of ink has been spilled and words shared about the impact of the Euclid v Ambler case, Aaron’s column adds some new w...

Architect, Author, Photographer and New Urbanist Steve Mouzon joins me to tell his story about the emergence of New Urbanism in a location that many would consider unlikely. Huntsville, Alabama might be known for Space Camp , but it’s not widely known as a place to find great urban design and architecture. And that’s a shame, because there’s more lessons to learn here for most cities than by flyin...

We bring back my brother Dean on this episode, to talk about how we often let our fears overrun our lives, and how to get beyond them. Dean is not just one of my favorite humans on the planet, he’s also a clinical psychologist, author of a number of books on the Mississippi River, and a world traveler. His newest book, “Better Safe than Sorry: Slow Boats, Chicken Buses, and the Radical Choice to T...

It’s very easy for all of us to get caught up in status quo bias. We live the way we do, it must be fine, right? The way things are surely is the way they’ve been for a very long time, and probably got this way for good reasons. Or so we think, if we think about it at all. I think about this a lot when I think about how we finance, design and build infrastructure. Sitting here in 2026, we have so...

I get personal in this episode, in order to ask questions about the nature of what is called the “housing crisis.” Are we all just doom-pilling way too much? As a case study, I talk through the life and history of my parents, and discuss whether or not their life and lifestyle is still available today. I discuss house sizes, mortgage rates, lifestyle choices, lifestyle inflation, and more. Find mo...

Eric Kronberg is back again, to dive deeper into the topics of housing choice, scale and essentially - what works and what doesn’t. Eric’s firm, Kronberg Urbanists & Architects , produces some of the routinely best graphic content to explain these complex issues. In this episode, in particular we discuss his updated Housing Choice Catalog , which is a tour de force of a document for anyone remotel...

Stand by for a very Kansas City-focused episode. For this one, Abby Newsham and I were invited to record a live podcast during KC Design Week , at the Kansas City Art Institute. Abby now hosts the Unconventional Urbanism podcast. While there’s some inside baseball in here for Kansas City people, we also cover issues that are germane to cities all over, including: * development / redevelopment issu...

The tale of Route 66 might seem like just a tale of freedom on the road, the great American desire for exploration, and our love affair with the car. And it is all that. But it’s also much more. It’s about the cities, towns and unique places all along the route and their stories. Chris Elisara and John Paget are sharing those stories, in a 100th anniversary documentary about Route 66. I happened t...

Sometimes a local story is just that - a local story. And sometimes it transcends. Yes, Mike Zeller is very much rooted in Kansas City, and this is a very local story about how to take advantage of our long-overlooked river assets. But this story is really so much more than all that. This is about finding value in what other people might not see; about perseverance; about not giving up when so man...

Every so often, an idea comes along that makes so much sense it makes you wonder - why haven’t we been talking more about this? In that vein comes today’s guest, Eli Smith, who is pioneering something called the Faith-Based Housing Initiative . Eli describes it well, but there’s a fascinating juncture here of issues related to churches and faith institutions of all kinds; the societal issues aroun...

Zach Molzer is 25, and he wants you to know that’s an advantage. His team is young, energetic, and optimistic. His story of quickly becoming a developer with impact in Kansas City shows us that you don’t need to have decades of experience. You just need to want to do it badly, and get others excited about your vision. In just a couple of short years, Zach has created a company , undertaken two ver...

Bobby Fijan doesn’t want you to give up on families living in cities. One thing he said in this episode that really stuck out with me, “People tolerate disorder less when kids are around.” I think that’s right on, and that we too easily acquiesce to the notion that cities are just for the young, or the retired. Bobby , like many of my guests, isn’t content to just talk about the issues. He’s becom...

Social media is an unlikely place to find truly positive and optimistic people. But occasionally you find one. Today’s example: the charming and determined Coby Lefkowitz, whose relentless optimism can only rub off on you. Coby is a developer in New York state, and a prolific writer, poster and speaker on the value of beauty in the built environment. He’s written a book called “Building Optimism”...

We take a break from our routine conversations today to have some fun, and talk about the wonders of travel hacking with my sister, Cindy Weir. Cindy epitomizes how to really leverage having a system for travel hacking, as she made the most of her small business to rack up points. It’s paid off incredibly for her, as she’s traveled to 22 countries in just the last five years, in addition to doing...

Longtime friend-of-the-pod Abby Newsham returns, on her hiatus from the popular Upzoned podcast. Abby is a practicing planner in Kansas City with Olsson Associates . Abby is very active working with communities leading planning charrettes, and we talk at length about what a charrette actually is, the value of it, and why doing charrettes can actually give you hope that people can solve problems to...

One of the perils of being in a profession or field for many years is how you see beyond simple dualities. By that I mean, you hear people argue confidently and vehemently about X vs Y, but you know there’s actually a Z they’re not even thinking about. Sometimes people talk about this as a “third way” solution. I confess that my whole life and career I’ve mostly been interested in those “third” wa...

One of the great trends in housing from recent decades has been the revived interest in micro-communities, especially those organized around shared courtyards. I first started to learn about this in the late 1990s, and am delighted to say it’s really picked up steam since then. Ross Chapin has been at the forefront of all this, and taught many of us how to do it well. In this episode, Ross talks a...

Jason Segedy returns for his third appearance on the show, as Jason now works in North Canton, Ohio as the Deputy Director of Administration. Jason has also gotten more active on LinkedIn in recent months, with his usual provocative and insightful thoughts on a variety of topics. I highly suggest you look him up! We hit on why a huge supply of older homes may not be an advantage, especially in a w...

After three years of podcasting, I share some thoughts on why I do this, and what I hope to achieve and share. Maybe you like it, maybe you don’t - either is fine, really. But my focus is and will continue to be on people who take concrete action, not on obsessive policy wonkery. It’s not that policy wonkery doesn’t matter - it’s just that too many people waste too much time focusing on it, when l...

For a guy that never intended to be a developer, Steve Nygren is having a remarkable impact on development and so much more. Steve led the development of Serenbe , which is a “biophilic” community southwest of Atlanta. This story is nothing short of remarkable. Even if nothing more had happened than getting 500+ property owners that control about 60 square miles of land to agree on a framework for...

One of the mantras of small or incremental development workshops for years has been, “no one is coming to save you.” The solution to your neighborhood’s or community’s problem isn’t some outside force. It’s you. A similar mantra has been, “Brooklyn doesn’t need your butt.” Make it more colorful at your own leisure. We are often attracted by the allure of the sexy place, but it’s the not-sexy place...